Caribbean Cruises Starting In December 2026 and 2027

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5 Days
37 Days
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$135,698pp
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526 Cruises (2,663 Cruise Departures)
Cruise

9 Days (8 Nights) San Juan to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 26 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, USA
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,920
Suite
$9,640
From
US$5,920
Save 1,480
Per Person
View Trip
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 30 December 2026
Visit: USA, Haiti, Jamaica, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,437
Oceanview
$1,687
Balcony
$1,799
Suite
$4,976
From
US$1,437
Save 759
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Sep 2026 to Apr 2028
Visit: USA, Curacao, Aruba, Bonaire
Exclusive Savings
Inside
$1,049
Oceanview
$1,284
Balcony
$1,273
Suite
$3,688
From
US$1,242
Save 586
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to San Juan
Cruise Line: Silversea
Departure: 10 December 2026
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+4 more), Guadeloupe, Martinique, Montserrat, Puerto Rico
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
$4,880
Balcony
$5,680
Suite
$8,560
From
US$4,880
Save 1,220
Per Person
View Trip
Cruise

13 Days (12 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Nov 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,509
Oceanview
$1,909
Balcony
$2,199
Suite
$2,490
From
US$1,509
Save 73
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Apr 2028
Visit: USA, Haiti, Jamaica, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$932
Oceanview
$1,053
Balcony
$1,272
Suite
$1,912
From
US$932
Save 709
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Jan 2027 to Apr 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$937
Oceanview
$1,037
Balcony
$1,222
Suite
$3,040
From
US$1,103
Save 633
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 18 December 2026
Visit: Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Kitts and Nevis, Saint Martin, Barbados
Exclusive Savings
Inside
$2,967
Oceanview
$3,258
Balcony
$4,180
Suite
$5,266
From
US$2,967
Save 81
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 26 December 2026
Visit: USA, Bahamas, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$1,300
Oceanview
$1,575
Balcony
$1,872
Suite
$3,070
From
US$1,300
Save 575
Per Person
View Trip
Cruise

14 Days (13 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 18 December 2027
Visit: USA, Bahamas, Mexico, Dominican Republic, Puerto Rico
Inside
$2,014
Oceanview
$2,344
Balcony
$2,615
Suite
$4,158
From
US$2,014
Per Person
View Trip
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 02 December 2027
Visit: USA, Dominican Republic, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Princess Standard
Inside
$954
Oceanview
$1,094
Balcony
$1,249
Suite
$1,499
From
US$954
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Eurodam
Departure: 26 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico, Dominican Republic, Turks and Caicos Islands
Fare Saver
Inside
$1,829
Oceanview
$2,119
Balcony
$2,589
Suite
$4,328
From
US$1,829
Per Person
View Trip
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Feb 2027 to Apr 2028
Visit: USA, Haiti, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$520
Oceanview
$571
Balcony
$600
Suite
$948
From
US$520
Save 385
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departures: Dec 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$700
Oceanview
$832
Balcony
$968
Suite
$2,747
From
US$821
Save 551
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 12 December 2026
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$588
Oceanview
$728
Balcony
$848
Suite
$1,718
From
US$588
Save 261
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 13 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$854
Oceanview
$1,036
Balcony
$1,158
Suite
$3,388
From
US$1,005
Save 403
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Norwegian Cruise Line
Departure: 06 December 2026
Visit: USA, Mexico, Honduras, Belize
Inside
$709
Oceanview
$819
Balcony
$1,079
Suite
$1,139
From
US$709
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 27 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$2,071
Oceanview
$2,311
Balcony
$2,473
Suite
$6,962
From
US$2,071
Save 1,012
Per Person
View Trip
Cruise

15 Days (14 Nights) Galveston to Miami
Cruise Line: Regent Seven Seas
Departure: 28 December 2026
Visit: USA, Mexico, Belize, Guatemala (+5 more), Honduras, Jamaica, Curacao, Aruba, Bonaire
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,635
Suite
$12,566
From
US$11,635
Save 12,063
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 18 December 2027
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
$2,127
Oceanview
$2,466
Balcony
$2,806
Suite
$4,009
From
US$2,127
Save 53
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 18 December 2027
Visit: USA, Jamaica, Cayman Islands, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,745
Oceanview
$1,975
Balcony
$2,355
Suite
$3,483
From
US$1,745
Save 816
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Tampa
Cruise Line: Regent Seven Seas
Departure: 01 December 2026
Visit: USA, Aruba, Curacao, Bonaire, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,328
Suite
$10,700
From
US$9,328
Save 9,670
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Jan 2028
Visit: USA, Mexico, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$1,382
Oceanview
$1,502
Balcony
$1,622
Suite
$3,007
From
US$1,382
Save 1,179
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Jan 2028
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao, Jamaica, Cayman Islands
Inside
$1,079
Oceanview
$1,139
Balcony
$1,948
Suite
$2,152
From
US$1,079
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departures: Dec 2026 to Dec 2026
Visit: USA, Mexico, Honduras, Belize
Your World Inclusions
Your World Included Credit
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,499
Suite
$3,529
From
US$2,499
Save 3,852
Per Person
View Trip
Cruise

13 Days (12 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Mar 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Inside
$1,369
Oceanview
$1,519
Balcony
$1,569
Suite
$1,918
From
US$1,369
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 13 December 2026
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$599
Oceanview
$672
Balcony
$726
Suite
$2,542
From
US$698
Save 298
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Mar 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Exclusive Savings
Inside
$959
Oceanview
$1,009
Balcony
$1,359
Suite
$1,749
From
US$959
Save 66
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 20 December 2026
Visit: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,233
Oceanview
$1,491
Balcony
$1,605
Suite
$4,497
From
US$1,461
Save 504
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 12 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$544
Oceanview
$644
Balcony
$944
Suite
$1,544
From
US$544
Per Person
View Trip
Results: 361-390 of 526

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Routes

Cruises from Baltimore to Baltimore Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to Rome Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Boston to Boston Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Buenos Aires to Rio de Janeiro Cruises from Buenos Aires to Buenos Aires Cruises from Buenos Aires to Santiago Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Genoa to Genoa Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from Lisbon to Lisbon Cruises from Lisbon to London Cruises from Lisbon to Barcelona Cruises from Lisbon to Rome Cruises from London to Hamburg Cruises from London to Fort Lauderdale Cruises from London to Reykjavik Cruises from London to London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Los Angeles Cruises from Marseille to Marseille Cruises from Miami to San Juan Cruises from Miami to Lisbon Cruises from Miami to Los Angeles Cruises from Miami to Rome Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Barcelona Cruises from Miami to Miami Cruises from Miami to London Cruises from Montreal to Boston Cruises from Montreal to Miami Cruises from Montreal to New York Cruises from New Orleans to New Orleans Cruises from New York to New York Cruises from New York to London Cruises from Orlando to Orlando Cruises from Panama City to Miami Cruises from Paris to Paris Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Quebec City to Boston Cruises from Reykjavik to London Cruises from Reykjavik to Reykjavik Cruises from Rio de Janeiro to Buenos Aires Cruises from Rio de Janeiro to Barcelona Cruises from Rome to Lisbon Cruises from Rome to Barcelona Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Francisco to San Francisco Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Santiago to Buenos Aires Cruises from Santiago to Santiago Cruises from Seattle to Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Venice to Barcelona Cruises from Venice to Rome

Country Routes

Cruises from USA to Portugal Cruises from USA to Germany Cruises from Germany to England Cruises from France to Spain Cruises from Portugal to England Cruises from Puerto Rico to USA Cruises from Portugal to France Cruises from Chile to USA Cruises from USA to Iceland Cruises from France to Brazil Cruises from Brazil to France Cruises from Iceland to Canada Cruises from England to Canada Cruises from England to Germany Cruises from Singapore to China Cruises from Brazil to Portugal Cruises from Dominican Republic to USA Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Brazil to Italy Cruises from Argentina to USA Cruises from Peru to USA Cruises from Barbados to USA Cruises from Brazil to Argentina Cruises from Canada to USA Cruises from Chile to Argentina Cruises from England to Iceland Cruises from England to USA Cruises from France to Italy Cruises from Saint Martin to Barbados Cruises from USA to Dominican Republic Cruises from Iceland to England Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Portugal Cruises from Italy to Spain Cruises from Italy to USA Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Portugal to Italy Cruises from Portugal to Spain Cruises from Portugal to USA Cruises from Barbados to Saint Martin Cruises from Spain to France Cruises from Spain to Italy Cruises from Spain to Portugal Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Canada Cruises from England to Portugal Cruises from USA to Chile Cruises from USA to England Cruises from USA to Italy Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain